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House holiday rentals in Chesterfield County

Find and book unique houses on Airbnb

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Popular amenities for Chesterfield County house rentals

House rentals with a pool

Top Guest favourite
Home in Richmond
5 out of 5 average rating, 21 reviews

Historic Blanton Getaway

IngridRating, 5 stars1 week ago
Richard went above and beyond to ensure that my family was comfortable and at home. He was highly communicative and responsive and the information provided before and during the stay was extremely helpful. I booked this home for family who visited the area during my wedding week and, as a local, can say that the house is in a prime location between parks and the river park system and a vibrant shopping and restaurant district. A fantastic stay in a well provisioned, unique space that is meant to be enjoyed!
Guest favourite
Home in Midlothian
5 out of 5 average rating, 8 reviews

A house you wish you called home

JessicaRating, 5 stars17 months ago
I've stayed at quite a few AirBnbs. Some have been ultra luxe, some have been bare minimum types where I couldn't wait to check out. Others, like Jennifer's, feel like my own house. This place is just so comfortable. It reminds me of what AirBnb is supposed to be: people opening up their homes for others so that a stay away from home still feels like home. My family and I loved staying here. It was close to everywhere we wanted to get to and my kids loved the pets, which were easy to care for. It was nice to have exercise equipment available and the fenced backyard and trampoline and playground were a big plus for my kids. Jennifer was a flexible host who made sure I had all the info available to me that I needed. I'd stay here again in a heartbeat.
Home in Sandston
4.86 out of 5 average rating, 14 reviews

Sandston Home w/ Private Pool ~ 9 Mi to Richmond!

WarrenRating, 5 stars5 months ago
As described and exactly what we needed.
Home in Chesterfield
4.82 out of 5 average rating, 33 reviews

Lakefront Resort

JamesRating, 5 stars1 month ago
This house is awesome. It's huge and priced very competitively. It did have issues, but they didn't bother us too much. If you're expecting perfection from a home this size, at this location at this price, you're not being reasonable. For our needs, it was PERFECT.

Weekly house rentals

Superhost
Home in Petersburgh
4.79 out of 5 average rating, 58 reviews

Petersburg Vacation Gem 3BR | Private Backyard

DawnRating, 5 stars1 month ago
Very charming and tasteful renovations. The house was spacious, clean and cozy. Had an issue getting into the house due to the lock, but the host was quick to respond and was able to let us in within minutes of notification. So thankful for the excellent communication and customer service. Will definitely stay here again!
Guest favourite
Home in Richmond
4.97 out of 5 average rating, 458 reviews

4 beds/3 Private parking/2 mins to I-64 & I-95

CoryRating, 5 stars1 week ago
We stayed 3 nights and had a great experience. The home was lovely and very comfortable. We would definitely stay again if we needed to.
Guest favourite
Home in Colonial Heights
4.92 out of 5 average rating, 145 reviews

HideawayOasis/VSU/95/FortGreggAdams/FirePT/PoolTBL

ReneeRating, 5 starstoday
The home was everything we needed as a family before leaving our son at AIT. You know it’s a perfect home when the house is filled with love and laughter during your stay. Katie was so kind, responsive, and had fabulous recommendations for food, treats, and some adventure with the kids. The home had everything we needed for our stay and more; it was simply incredible and homey. We are so grateful for our time spent in their home and plan to return soon.
Superhost
Home in Hopewell
4.89 out of 5 average rating, 28 reviews

Inviting Retreat: Spacious 2 BR 1.5 Bath Townhouse

SaraRating, 5 stars4 months ago
We lived here for a month while house hunting after PCSing to the area. It cost the same as staying in a hotel but with James we had an older, but well-maintained townhouse with a nice living room, two bedrooms, 1.5 bathrooms, private laundry, and a fully functional eat in kitchen with extra amenities like a Keurig, an air fryer, a toaster, in addition to the normal fridge/freezer/oven/stovetop/microwave! The neighborhood was friendly and quiet, and James was always very responsive. The area lost power one of the days we were there and he got in touch with the power company to make sure they were aware and updated us about when the power was expected to return. A great and honest host!
Superhost
Home in Richmond
4.85 out of 5 average rating, 254 reviews

Huge&Bright 2BR Basement Apartment 3king beds &mor

BrianRating, 5 stars4 months ago
⭐⭐⭐⭐⭐ I recently had the pleasure of staying at Eugene's Airbnb with my family, and I can't recommend it highly enough! 1. Outstanding Host: Eugene was an exceptional host. He was always responsive and quick to address any questions we had, making our stay smooth and enjoyable. 2. Immaculate Apartment: The apartment itself was fantastic—spotlessly clean, beautifully decorated, and equipped with everything we needed for a comfortable stay. The beds were amazing. The house is very big and Spacious accommodating a family. 3. Great Location: Conveniently located, it allowed us easy access to local attractions, restaurants, and shops, making our family trip even more enjoyable. 4. Family-Friendly: Eugene went above and beyond to ensure that our family felt at home. His thoughtful touches made a significant difference in our experience. If you're looking for a welcoming place to stay, I highly recommend booking with Eugene. You won’t be disappointed!
Superhost
Home in Richmond
4.88 out of 5 average rating, 346 reviews

Gorgeous and spacious Church Hill Home

PaigeRating, 5 stars4 weeks ago
Perfect house for a weekend in RVA with friends. Great size and the location is amazing with so many restaurants, bars, and shops nearby.
Superhost
Home in Richmond
4.9 out of 5 average rating, 143 reviews

Clean! 3 bdrm house. Walk to VCU, grocery +parking

AdalynRating, 5 stars5 months ago
Bill and Brian’s place was perfect! We visited for the Richmond marathon this weekend. The house was super clean and Bill & Brian were very responsive and helpful. Would highly recommend!
Guest favourite
Home in Richmond
4.93 out of 5 average rating, 199 reviews

New Modern Unit in Historic Old Manchester.

KeniahRating, 5 stars2 weeks ago
Christian and Naomi — Thank you so much for your hospitality. Your place is beautiful and cozy. You guys were very welcoming prior to check in and during our stay. The beds were super comfy!!!! We will be sure to recommend your place to anyone looking to book an Airbnb in the Richmond area. Thanks again!

Private house rentals

Superhost
Home in Richmond
4.82 out of 5 average rating, 72 reviews

Casa llena de Paz,con patio parqueo para 4 carros

BertRating, 5 stars2 weeks ago
Mayra was extremely responsive and kind. it was a great place to stay while we fished at Osborne Park. Clean, the beds were comfortable.
Superhost
Home in Richmond
4.83 out of 5 average rating, 6 reviews

Modern Luxury in City Center

JeeRating, 5 stars1 week ago
Loved the place! Everything was great! Kitchen was a bit lacking for cooking for a big group staying there. Overall we enjoyed our stay and would definitely recommend.
Superhost
Home in Chesterfield
4.64 out of 5 average rating, 42 reviews

Festive and fun five BR

RandyRating, 5 stars36 months ago
Crystal’s house was everything we expected it to be, neat, clean and a little on the funky side. We were in town for a wedding and had our two children, their spouses and five grandchildren, all under 10. It was really nice to have a yard the kids could play in so they could burn off some energy. We would definitely recommend Crystal‘s house to friends.
Guest favourite
Home in Richmond
4.91 out of 5 average rating, 11 reviews

Charming and Spacious Cottage in Quiet Community

SeanRating, 5 stars7 months ago
Spent 2 weeks here with German Shepard, we loved the house, great setting, neighbors are very nice, we walked our dog and he loved all the deer & the overall setting. It’s quiet, house is spacious, clean & safe.Hosts are responsive and courteous.
Superhost
Home in Richmond
4.74 out of 5 average rating, 88 reviews

Urban Escape/family home/Carytown/fully fenced #2

DhananjayRating, 5 stars2 weeks ago
Mei was very helpful and responsive, it was a great place and we had a wonderful stay.
Top Guest favourite
Home in Richmond
5 out of 5 average rating, 12 reviews

Modern 3 Bed 3 Bath City Retreat

ClaudiaRating, 5 stars2 weeks ago
We had a great experience staying at Luke’s place with our family of 5. We booked last minute and Luke contacted us right away and made arrangements to accommodate us. The house was spotless and within easy walking distance of plenty of shops and restaurants.
Superhost
Home in Moseley
4.84 out of 5 average rating, 31 reviews

“WaterView” The Manor house, waterfront property.

AnthonyRating, 5 stars1 month ago
We had 3 families and our soccer coach staying together for a local tournament. Alyson was great to deal with and communicated very well with prompt responses. The house and the grounds were wonderful. Thank you for allowing us to stay at this wonderful location Tony
Top Guest favourite
Home in Richmond
4.99 out of 5 average rating, 87 reviews

Private 2 acres. Huge yard/drive. 8 min to Airport

NikkiRating, 5 stars1 week ago
Me and my family really enjoyed Ashley’s place! It’s was spacious looks just like the photos huge yard very quiet and we really enjoyed the family room. The kitchen is beautiful 😍. Ashley was very responsive and I left my jeans and she immediately reached out for me to pick them up and I really appreciate that! Thank you again Ashley I’m so glad you reached out it before we hit the road and we loved ur place.

Destinations to explore